Maggie Gyllenhaal in Oscar de la Renta at the Emmys: silly or lovely?

Maggie Gyllenhaal

Maggie Gyllenhaal tried something different last night at the Emmys. As we all know, Maggie tends to go frumpy with her fashion, but she must have a new stylist. She wore this flouncy Oscar de la Renta ball gown, and I think she deserves credit for mixing things up. The dress combines a navy-blue bustier with a full, grape-colored skirt. This is an adventurous and fun selection for her! If we were measuring by awards show standards as a whole, Maggie wouldn’t fare in the top category. But compared to all her usual selections, this is an outstanding gown. The skirt is a little wrinkly, but that can’t be avoided after sitting in a car. This is a big win for Maggie.

Maggie Gyllenhaal

Amanda Peet wore a textured, black ball gown by Michael Kors, although I’m not sure how I feel about the stomach cutout. Is it too much? Without it, the dress would be pretty boring, but a bared belly is unexpected at the Emmys. Eh, I like it, and the bun hairdo lends a sense of playfulness.

Amanda Peet

Anna Chlumsky wore an embellished Bibhu Mohapatra dress that was pretty perfect for the Emmys. It’s a little fussy, but she kept things from being too much by putting her hair up. She looks good, and I still can’t believe she’s the actress from My Girl.

Anna Chlumsky

Pregnant Cat Deeley wore a metallic, bodycon Monique Lhuillier dress, which I actually loved. She looks stunning, and her loose hair is perfection with the dress. This is usually what Amber Heard tries to do, but Cat does it better.

Tina Fey wore a somber Antonio Berardi dress. She usually plays it safe, which is fine. This is Tina’s style and what makes her comfortable. It’s like the dress version of a tuxedo.

Photos courtesy of Getty & WENN

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48 Responses to “Maggie Gyllenhaal in Oscar de la Renta at the Emmys: silly or lovely?”

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  1. JudyK says:

    Don’t normally like cutouts, but Amanda Peet looked absolutely stunning! Gorgeous gown worn with simple elegance.

    • OverFirstAve. says:

      Terrible dress, another dull prom dress , looked like it was pulled out of the 1990’s closet and it looked TOO BIG.

      I was disappointed, she looked so blah, dull.

      Did she and Elizabeth Moss go to some Thrift shop, old Prom dress sale? Terrible..

  2. Clovermuncher says:

    Maggie looked delish. I wish Tina’s dress had better sleeves.

    • Lahdidahbaby says:

      I agree. It’s odd how adorable she looks when the dress is (I think) kind of budget looking. She looks the prettiest I’ve ever seen her. I never noticed what a cute figure she has.

    • Snappyfish says:

      I agree! The prettiest I’ve ever seen her & I actually really liked the pop of color in the voluminous skirt & the cute cutout back top

    • holly hobby says:

      Maggie G finally looks her age. For some reason she was dressing older for years. The hair cut didn’t help either. I’m glad someone told her to grow out her hair. She looks great!

    • OverFirstAve. says:

      Sorry but that dress Maggie is wearing is one of the worst of the night.

      . She may be a nice actress and sweet but she picked a purple wrinkled sack of a skirt and the top doesn’t fit, the entire dress does absolutely nothing for her At all it looks a wrinkled mess.

  3. QQ says:

    Siigghhhh These are Maggie and Amanda My Princesses of a Fug Dress, just on that these dresses and looks are absolute wins for them both

    • Rachel says:

      Amen. Although I do admit, I LOVE Maggie’s dress. But when I saw Amanda, I thought hey, she doesn’t look like a bad combo of Ma Ingalls and Scarlett’s curtain dress, so WINNING!

      I love Anna’s hair. I have to go google close ups now, so I can figure it out.

  4. Qat says:

    Maggie’s make-up is the best I’ve ever seen on her. That said, the dress is ill-fitting, particularly around the bust area and it’s just too much fabric for her slim frame. Anna Chulmskys dress was lovely- in fact, she had one of the top looks for the night IMO. A darker color probably would have washed her out less, but she still looked quite nice.

    • belle de jour says:

      I was just coming on to say I really liked Maggie’s make-up.
      Pity about the dress. But at least she’s on the right train of thought.

  5. mia girl says:

    Maggie G is definitely is trying something new, including an almost too orange spray tan.

    The dress was pretty but as I watched, I was wishing she could pull it up her chest couple of inches. I think it hung too low.

  6. minx says:

    I clicked on this, expecting to see another frumpy Maggie G dress, and…she looks great. The dress is pretty and she looks like she feels pretty in it. For once she’s not wearing too-red lipstick on a colorless face.

  7. SamiHami says:

    Maggie’s dress is awful. Tina Fey is a beautiful woman, but this whole look is doing her no favors. Bad dress, bad hair. I kinda like Anna Chlumsky’s look here.

    • OverFirstAve. says:

      I agree with you Maggies dress is Awful.
      No amount of fan praise can make that dress good on her.
      I think she looks frumpy and thrift shop bargain , like two pieces she found in sale and matched up,

  8. Frances says:

    I usually really like Anna, but her over the top facial reactions throughout the entire evening where just so tiring. We get it, your show is amazing, you are so excited, but it was like CONSTANT OMG-ING the entire time she was on camera.

  9. Tilly says:

    I very rarely like anything Maggie wears and this dress was no exception … although I do like her bracelet. I feel like she tries too much to be the American version of Helena Bonham Carter.

    Amanda Peet’s dress is sort of similar to Taraji P. H’s with that cut-out … I really like it (and Amanda is a stunning lady and very good actress – it’s surprising to me that she’s never really gone on to have a massive movie career after starring in that Jack Nicholson/Diane Keaton film).

    Cat Deeley bores me … she always looks the same.

    I’ve never been able to look at Tina Fey in the same way after that Dr Brandt debacle … RIP to that amazing man and shame on Tina and her husband for their idea of “comedy”.

  10. Matador says:

    I thought Cat Deeley was Blake Lively.

    Glad Maggie switched it up but Oscar would grimace at the some of the detailing on that dress. The waist doesn’t look well-polished.

    • OverFirstAve. says:

      I use to AlWAYS get them confused, they look so much alike to me. Especially now that Cat is pregnant.

  11. sauvage says:

    I LOVE Maggie Gyllenhall in this! Love the dress on her, love her styling, love her acting, love her as a person, judging from her interviews. GO MAGGIE!

  12. Esmom says:

    I like all these looks except for maybe Deeley’s — kinda boring. And Fey’s gets a big thumbs down from me — extremely matronly, imo.

    • Scarlet Vixen says:

      In Cat Deeley’s defense, she just announced she’s pregnant, so she may feel a bit more limited in her choices. I absolutely adore her, and think she is the sweetest and most genuine and compassionate reality host out there (I’m side-eyeing you, Ryan Seacrest) so I feel the need to defend her a bit. 🙂

      And I kind love Maggie’s dress. It looks fun to wear! I think a jeweled belt would have given it a nice “finished” look.

  13. serena says:

    Maggie looks gorgeous!! I think it’s the first time I ever said that of her, her style is usually awful -hair and make up too- but this time she really won style-department! I hope the trends will go on.

  14. Miss M says:

    I love Cat Deeley and she has the pregnancy glow!

  15. Stacey says:

    Maggie’s dress looked like a Home Economics project to me. Baggy, wrinkled and all bunchy at the waist. Blah.

    • OverFirstAve. says:

      It’s awful.
      Looks like day out thrift shopping ,like she found the bottom in one bin and the top in another.

  16. Cinderella says:

    Great look on Maggie all the way around.

  17. redd says:

    Maggie – lovely. She must have fired her last stylist. Or shot the idiot.

  18. taxi says:

    Maggie’s dress was so poorly fitted that I expected it to fall down. Strapless bodices are terrible unless properly fitted & this one isn’t -made her bustline really unattractive. The concept was a lot better than her usual stuff though.
    Cat looked great. Did Anna borrow that dress from her mother’s closet?

  19. TwistBarbie says:

    Maggie’s dress is in desperate need of a belt or sash of some sort. It looks unfinished.

    • suziekew says:

      Maggie’s dress did need a jeweled belt but she also needed some support. Her boobs looked like they are hanging way way low down. I’m sure it’s the way the dress was made but Maggie may be a bit long in the torso and this dress looks made for someone with a much shorter waistline/torso. I like that she took a different approach than her usual fare.

  20. Gina says:

    Cat Deeley looks better than Amber Heard? yeah, right) sure, Amber is dumb, but in the looks department there’s no competition

  21. EN says:

    Maggie ‘s is my favorite look of the night. I would call it “joyful”.
    The jewel tones really make her sparkle.

    Though, again the strapless dress with no support, I can’t stand it. But I forgive it in this case because everything else is great.

    • OverFirstAve. says:

      Maggies dress Fit was really bad & on TV live ,it looked worse,the top didn’t even fit her, I think the person standing next to her could see right down her top, the dress didn’t fit.

  22. Holmes says:

    WOOF to everyone in this post. YIKES.

  23. Anna says:

    I have always loved Maggie Gyllenhaal’s sense of style and can’t figure out why she is always getting slammed for her clothing choices. To me, she seems very Parisian, very gamine, always way ahead of the trend and much more European in her style, very chic. She dresses to flatter her figure and face which seem straight out of the roaring 20s like an old world movie star. I actually study her outfits for inspiration, find so much of this other stuff just boring, done, uninspired…